Synthesis of European pharmacopoeial impurities A, B, C, and D of cabergoline?

RSC Advances Pub Date: 2013-09-25 DOI: 10.1039/C3RA43417F

Abstract

For the use of analytics, European pharmacopoeial impurities A, B, C, and D of cabergoline were synthesized. Ergocryptine was chosen as a starting material and synthesis was accomplished via two approaches, different in length and stereochemical outcome. A longer, indirect approach was realized through otherwise problematic oxidations of the 9,10-dihidrolysergol derivative, to the corresponding aldehyde and carboxylic acid. This was achieved by the use of activated DMSO and a Pinnick oxidation sequence. All four synthesized impurities are used as analytical standards in cabergoline manufacturing processes.

Graphical abstract: Synthesis of European pharmacopoeial impurities A, B, C, and D of cabergoline
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